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Sodium hydride → N-(3,4-dichlorophenyl)glycine Iso-butyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | t-Butyl carbanilate | HCID 137930 | — |
| 反応物 | 2-Methylpropyl 2-bromoacetate | HCID 521906 | — |
| 反応物 | N-BOC N-(3,4-dichlorophenyl)glycine iso-butyl ester | HCID 54479293 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-(3,4-dichlorophenyl)glycine Iso-butyl Ester | HCID 9925559 | — |
反応手順
3,4-Dichloroaniline (Aldrich) was treated with di-tert-butyl dicarbonate (Aldrich) using conventional procedures to produce the N-BOC aniline. The N-BOC aniline was treated with sodium hydride in THF and then with iso-butyl 2-bromoacetate (from Example AD above) to produce the N-BOC N-(3,4-dichlorophenyl)glycine iso-butyl ester. The BOC group was then removed using General Procedure AN above to afford the title compound. The reaction was monitored by tlc on silica gel (Rf=0.78 in 50% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 50% EtOAc/hexanes as the eluant).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06653303B1 |
| 出典データセット | uspto-grants-2003_11 |
| ORD ID | ord-6076388af7174af48c9804f853812ba7 |
| 出典メモ | uspto-grants-2003_11 |